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Synthetic and Computational Studies on RhIII-Catalyzed Redox-Neutral Cascade of Carbenoid Functionalization and Dephosphonylative Annulation

Suvankar Bera, Partha Mondal, Debabrata Sarkar, Vijay Babu Pathi, Sourav Pakrashy, Ayan Datta* and Biswadip Banerji*

*IACS, 2A & 2B Raja S. C. Mullick Road, Kolkata 700032; CSIR-IICB, 4 Raja S. C. Mullick Road, Kolkata 700032, India, Email: spadiacs.res.in, biswadipiicb.res.in

S. Bera, P. Mondal, D. Sarkar, V. B. Pathi, S. Pakrashy, A. Datta, B. Banerji, J. Org. Chem., 2021, 86, 7069-7077.

DOI: 10.1021/acs.joc.1c00311 (free Supporting Information)


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Abstract

A Rh(III)-catalyzed regioselective redox-neutral cascade process of carbenoid functionalization followed by dephosphonylative annulation of benzoic acids with α-diazo-β-keto phosphonate provides privileged 3-substituted isocoumarins.


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proposed mechanisms



Key Words

isocoumarins


ID: J42-Y2021